Villa holiday rentals in Sarasota

Coastal Retreat Villa with pool • near beaches

🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

Remodeled Mid-century POOL house

Enjoy the pool and the Beach ! NOW NO PET FEE! Close to Sarasota Center, only a 15-minute drive from Siesta Key Beach, the number one beach in the U.S. Enjoy nearby restaurants and the bike trail. Featuring a unique in-ground pool that is the showcase of the L-shaped courtyard. Featuring new beds and comfortable mattresses. 3 beds, 2 baths, the living space is open to the kitchen. The open family living room is filled with light. If you haven’t found your happy place yet, this could be the one!

3685 White Pine Court, Sarasota, Florida

Village Des Pins is park like setting with lakes,pine trees, oversized heated pool,Jacuzzi,2 lighted tennis courts, Basketball court, shuffleboard,putting green and picnic area with grills. Located just minutes from white sand Siesta Key Beach - voted the best beach in USA, Westfield shopping mall with 140 stores, restaurants, movie complex and food court. This 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai.

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

Beautifully updated in 2025 conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 2 minute walk to our PRIVATE beach w/loungers. No walking across Midnight Pass. NO HUGE CROWDS. 1 large bedroom, PLUS a queen pull out sofa. FABULOUS fully equipped kitchen w/quartz counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai,outdoor shower&electric grill. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

APRIL OPEN 1 min to beach, New, PETS OK!, 2Br/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Updated Downtown Sarasota Villa, 2b/2b

Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Sunshine Get Away! Pool, Beach & Fun!

Completely Remodeled! Sunlight floods through every window of this end unit. All tile floors, granite counters, new appliances and all new furnishings. Fully equipped with everything you need to enjoy a carefree stay. King size bed in the master bedroom. Full size and twin bed in the guest bedroom. Peek a boo view of golf course and privacy green space view from lanai. Minutes from Westfiled Sarasota Square Mall, golf, restaurants and Siesta Beach which was recently named #1 beach in the USA.

Relaxation awaits in this bohemian inspired villa

Welcome to Paradise Villa! Location is everything! Come vacation in this gorgeous new modern farmhouse, right in the heart of Sarasota. You’ll be just a short drive from the world famous Siesta Key Beach, Downtown Sarasota, and Lido Key Beach. Within walking distance is Morton’s Gourmet Market. Also featuring a new heated Pool, Hot Tub and Sunken Gas Fire Pit. For the “work from home” travelers we feature a work station and two independent sources of internet. FIOS & Starlink Satellite.

Duplex - just mins to Siesta Beach - Pet Friendly

This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Luxury Villa with Pool, Game Room, Near Beach

Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!